3-methoxy-4-hydroxy-1,3,5(10)-estratriene-6,17-dione | 360771-97-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 3-methoxy-4-hydroxy-1,3,5(10)-estratriene-6,17-dione
• CAS: 360771-97-7
• 化学式: C₁₉H₂₂O₄
• 分子量: 314.381
• InChiKey: CSLZLYOONGSDCE-SFIKBLTFSA-N

物化性质

• 沸点：
  489.5±45.0 °C(Predicted)
• 密度：
  1.244±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  23.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-methoxy-4-hydroxy-1,3,5(10)-estratriene-6,17-dione 在 吡啶 、 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 7.5h， 生成 3-methoxy-4-hydroxy-17,17-ethylenedioxy-1,3,5(10)-estratrien-6-one acetate
  参考文献：
  名称：

  Selective synthesis of 4-methoxyestrogen from 4-hydroxyestrogen

  摘要：

  The introduction of an oxygen atom into the C-6 position of 4-hydroxyestrogen allowed for the selective methylation of the two phenolic hydroxyl groups. When the B-oxo derivative of 4-hydroxyestrone was benzylated in ethanol, only the 3-monobenzyl ether was obtained without formation of the 4-monobenzyl ether. Moreover, the 6-carbonyl group was further reduced to methylene almost quantitatively in the reaction of 4-acetoxy-6-oxoestrone 3-benzyl ether derivative with sodium borohydride. Therefore, 4-methoxyestrogen was synthesized by essentially combining these two reactions. (C) 2001 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0039-128x(00)00236-1
• 作为产物：
  描述：

  [(8R,9S,13S,14S)-4-acetyloxy-13-methyl-6,17-dioxo-7,8,9,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-yl] acetate 在 碳酸氢钠 作用下， 以 甲醇 、 乙醚 、 水 为溶剂， 反应 21.0h， 生成 3-methoxy-4-hydroxy-1,3,5(10)-estratriene-6,17-dione
  参考文献：
  名称：

  Selective synthesis of 4-methoxyestrogen from 4-hydroxyestrogen

  摘要：

  The introduction of an oxygen atom into the C-6 position of 4-hydroxyestrogen allowed for the selective methylation of the two phenolic hydroxyl groups. When the B-oxo derivative of 4-hydroxyestrone was benzylated in ethanol, only the 3-monobenzyl ether was obtained without formation of the 4-monobenzyl ether. Moreover, the 6-carbonyl group was further reduced to methylene almost quantitatively in the reaction of 4-acetoxy-6-oxoestrone 3-benzyl ether derivative with sodium borohydride. Therefore, 4-methoxyestrogen was synthesized by essentially combining these two reactions. (C) 2001 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0039-128x(00)00236-1